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SML0208

Sigma-Aldrich

KYP-2047

≥95% (HPLC)

Synonym(s):

(2S)-1-[[(2S)-1-(1-Oxo-4-phenylbutyl)-2-pyrrolidinyl]carbonyl]-2-pyrrolidinecarbonitrile

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About This Item

Empirical Formula (Hill Notation):
C20H25N3O2
CAS Number:
796874-99-2
Molecular Weight:
339.43
MDL number:
MFCD22201003
UNSPSC Code:
12352200
PubChem Substance ID:
329825230
NACRES:
NA.77

assay

≥95% (HPLC)

form

oil

storage condition

desiccated

color

white to light brown

storage temp.

2-8°C

SMILES string

O=C(CCCc1ccccc1)N2CCC[C@H]2C(=O)N3CCC[C@H]3C#N

InChI

1S/C20H25N3O2/c21-15-17-10-5-13-22(17)20(25)18-11-6-14-23(18)19(24)12-4-9-16-7-2-1-3-8-16/h1-3,7-8,17-18H,4-6,9-14H2/t17-,18-/m0/s1

InChI key

SPXFAUXQZWJGCJ-ROUUACIJSA-N

Application

KYP-2047 may be used in prolyl endopeptidase-mediated cell signaling studies.

Biochem/physiol Actions

KYP-2047 clears the α-synuclein aggregates induced by oxidative stress in the neuronal cells. α-synuclein is the main component of Lewy bodies in Parkinson′s disease that cause neuronal cell death and dementia.
KYP-2047 is a very potent, selective inhibitor of Prolyl oligopeptidase (POP), also known as prolyl endopeptidase (PEP or PE). Ki = .023nM (porcine).
KYP-2047 is a very potent, selective inhibitor of Prolyl oligopeptidase (POP), also known as prolyl endopeptidase (PEP or PE). Ki = .023nM (porcine). KYP-2047 has been found to be neuroprotective against glutamate and oxygen, glucose deprivation in vitro. It has also been used to inhibit the formation of AcSDKP from its precursor 43-mer thymosin β4 (Tβ4). Ac-SDKP is involved in hemopoietic stem cell differentiation, is pro-angiogenic and antifibrogenic.

Features and Benefits

This compound is featured on the Neuropeptidases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000289195
0000289195
0000230086
0000230086
0000150838

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T T Myöhänen et al.
British journal of pharmacology, 166(3), 1097-1113 (2012-01-12)
The aggregation of α-synuclein is connected to the pathology of Parkinson's disease and prolyl oligopeptidase (PREP) accelerates the aggregation of α-synuclein in vitro. The aim of this study was to investigate the effects of a PREP inhibitor, KYP-2047, on α-synuclein
Travis W Bainbridge et al.
Scientific reports, 7(1), 12524-12524 (2017-10-04)
Fibroblast Activation Protein (FAP) is a membrane-bound serine protease whose expression is often elevated in activated fibroblasts associated with tissue remodeling in various common diseases such as cancer, arthritis and fibrosis. Like the closely related dipeptidyl peptidase DPPIV, the extracellular
Giovanna Casili et al.
Biomedicines, 8(12) (2020-12-17)
(1) Background: Chronic venous insufficiency (CVI) is a common disorder related to functional and morphological abnormalities of the venous system. Inflammatory processes and angiogenesis alterations greatly concur to the onset of varicose vein. KYP-2047 is a selective inhibitor of prolyl
Giovanna Casili et al.
Oncotarget, 12(17), 1663-1676 (2021-08-27)
Intestinal ischemia-reperfusion (II/R) develops when the blood flow to the intestines decreases, followed by the reestablishment of the blood supply to the ischemic tissue, resulting in intestinal mucosal barrier dysfunction, with consequent severe local and systemic inflammation. Acute lung injury
Yuki Maruyama et al.
Placenta, 53, 8-15 (2017-05-11)
Prolyl oligopeptidase (prolyl endopeptidase, Prep), a multifunctional protease hydrolyzing -Pro-X- peptide bonds, is highly expressed in the mouse placenta, but the function during development is not known. We explored the possibility of Prep's involvement in placental differentiation. We cultured trophoblast
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